HCID 59443486, compound → HCID 59443475, compound

HRID 1035592Notes

Reaction equation

HRID 1035592 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1>C(O)C.C1COCC1.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1

Participants

5

Reactant 1

HCID 59443486HCID 59443486, compound

Product 1

HCID 59443475HCID 59443475, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of (E)-3-[3-methoxy-5-(6-methoxynaphthalene-2-yl)phenyl]acrylic acid (100 mg, 0.30 mmol, 1 eq) and Pd(OH)2 (2.82 mg) in ethanol (1 ml) and THF (0.4 ml) is stirred at RT under a hydrogen atmosphere for 23 h. The reaction mixture is filtered and concentrated in vacuum on a rotary evaporator to obtain the compound in quantitative yield (100 mg).

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationconcentrated in vacuum on a rotary evaporator
  3. customto obtain the compound in quantitative yield (100 mg)

Sources & evidence

ORD record
ord-ef1a101eef514a1da6f87437440d659c
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

Loading…